1,4-Butane sultone → 4-Hydrazinylbutane-1-sulfonic acid

HRID 2292083Notes

Reaction equation

HRID 2292083 reaction equation
[CH2:1]1[CH2:8][O:7][S:4](=[O:6])(=[O:5])[CH2:3][CH2:2]1.[H-].[NH2:10][NH2:11]>CO>[S:4]([CH2:3][CH2:2][CH2:1][CH2:8][NH:10][NH2:11])([OH:7])(=[O:6])=[O:5]

Participants

4

Reactant 2

HCID 154111,4-Butane sultoneHCID 86602801Hydrazine monohydride

Product 1

HCID 143447554-Hydrazinylbutane-1-sulfonic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

103 ml of 1,4-butanesultone was added to 378 g of hydrazine hydride (80%) dropwise slowly, and stirred for 30 minutes at room temperature and for further 1 hour at 70° C. Water and hydrazine hydride were removed to obtain white crystals. These crystals were dispersed in 1.5 liters of methanol, and then refluxed for 1 hour and allowed to stand at room temperature. The crystals were collected, twice washed with 100 ml of methanol, and dried to obtain 115 g of 4-sulfobutylhydrazine. (m.p.: 152°-154° C.)

Workup

  1. customWater and hydrazine hydride were removed
  2. customto obtain white crystals
  3. temperaturerefluxed for 1 hour
  4. customto stand at room temperature
  5. customThe crystals were collected
  6. washtwice washed with 100 ml of methanol
  7. customdried

Sources & evidence

ORD record
ord-4194a6e7ab52414a8b9c3659d7dfaeba
Source dataset
uspto-grants-1989_01
Patent number
US04801521

Reaction notes

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